Derek Cheng

Uncle Marketing • Fractional CMO • Cultural Enthusiast

Santa Clara, CA, USA

LinkedIn Website

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About

I’m a marketing strategist who thinks like a CMO, operates like an agency, and thrives on building engaged communities and memorable brand experiences—even on a budget. From leading rebrands and demand generation to crafting compelling narratives that drive business growth, I’ve helped startups and established companies scale their marketing operations. Whether it’s growing a 1,200-member community in six months, driving 90% webinar engagement, or leading content strategies that fuel revenue, I bring a mix of creative problem-solving, strategic execution, and humor to everything I do.

Notable Roles

Co-Founder, CMO – Stealth Medtech/AI Startup

Fractional B2B CMO – Wildcard CMO

Head of Community, Evangelism – Tipalti

Job Categories

Marketing

Consulting

Program and Project Management

Industries

Small Business

Software Startups

Back-Office Operations

SaaS & B2B Technology

Top Skills

Corporate Marketing Strategy

Community Building

Small Business Advisory

Customer Engagement

Special Interests

Film Buff

Creative Writing

Dog Therapy

Playing Music

Available

Fractional

Contract

A

Advising

C

Consulting

F

Fractional Leadership

What I Offer

I love working with businesses on a holistic approach to all their marketing: branding, positioning, engagement, product experience, storytelling, and operational scale. As Uncle Marketing, I'm in the process of translating B2B-enterprisey techniques for small businesses and startups to adapt.

Fractional Marketing Officer

Supporting the gamut of building a viable brand and marketing operation with sustainable growth

Uncle Marketing

Affordable marketing for passionate entrepreneurs, NGOs/mission-driven companies, and "mom-and-pop" main street businesses

Ask Me About

B2B Marketing Strategy Development

Brand Messaging & Positioning

High-Converting Content Strategies

Community & Audience Growth

Startup Growth & Market Positioning

Marketing Leadership

Marketing Strategy

A deep-dive into your current strategy with actionable recommendations for growth.

Brand Messaging

Helping you define your unique brand voice and narrative.

Community Engagement

A framework to build, grow, and sustain an engaged audience.

Fractional CMO Services

Strategic leadership to elevate your marketing without the full-time commitment.

Wisdom at Work

Areas of Expertise

Brand Storytelling & Content Strategy

Crafting compelling narratives that engage audiences, build trust, and drive revenue.

Demand Generation & Growth Marketing

Leveraging inbound strategies, SEO, and multi-channel campaigns to scale pipeline and conversions.

Community Building & Evangelism

Building and nurturing engaged communities that strengthen brand loyalty and industry influence.

Key Achievements

Built a 1,200-Member Engaged Community in 6 Months

Launched Generation Finance, a community for finance professionals, achieving 70%+ attendance rates and 80% engagement.

Scaled Marketing at a High-Growth Startup

Instrumental in growing a startup from 28 employees to 1,000+, building entire product marketing frameworks, driving content marketing, and leading rebranding & GTM efforts

Led National Brand Campaign & Increased Conversions by 20%

Directed a multi-channel campaign that boosted web conversion rates and social engagement by 200%.

Wisdom is...Trusting that if you made it this far, you're probably doing something right.

Thought Leadership

Summary of Skills

Derek Cheng is a member of OpenWater Group — a trusted community and platform where seasoned professionals reimagine success through shared wisdom and meaningful connections.

Learn more about OpenWater